Month: October 2022

Zheng, Yan-Long; Newman, Stephen G. published the artcile< Methyl Esters as Cross-Coupling Electrophiles: Direct Synthesis of Amide Bonds>, Application In Synthesis of 93-60-7, the main research area is methyl ester amine nickel catalyzed cross coupling amide preparation.

Amide bond formation and transition metal-catalyzed cross-coupling are two of the most frequently used chem. reactions in organic synthesis. Recently, an overlap between these two reaction families was identified when Pd and Ni catalysts were demonstrated to cleave the strong C-O bond present in esters via oxidative addition When simple Me and Et esters are used, this transformation provides a powerful alternative to classical amide bond formations, which commonly feature stoichiometric activating agents. Thus far, few redox-active catalysts have been demonstrated to activate the C(acyl)-O bond of alkyl esters, which makes it difficult to perform informed screening when a challenging reaction needs optimization. We demonstrate that Ni catalysts bearing diverse NHC, phosphine, and nitrogen-containing ligands can all be used to activate Me esters and enable their use in direct amide bond formation.

ACS Catalysis published new progress about Aliphatic esters Role: RCT (Reactant), RACT (Reactant or Reagent). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Application In Synthesis of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cai, Yuxing; Chen, Jiean; Huang, Yong published the artcile< N-Heterocyclic Carbene-Catalyzed 1,4-Alkylacylation of 1,3-Enynes>, Computed Properties of 350-03-8, the main research area is allenone preparation; enyne aldehyde radical precursor alkylacylation heterocyclic carbene catalyst.

The radical relay coupling reaction recently emerged as a powerful synthetic strategy for producing tetrasubstituted allenes R(R1CHR2)C=C=C(R3)C(O)R4 (R = H, Me; R1 = trifluoromethyl, 1,1-difluoro-2-methoxy-2-oxoethyl, 3-cyanopropyl, etc.; R2 = Me, Ph, thiophen-3-yl, pyridin-3-yl, etc.; R3 = hexyl, cyclopropyl, Ph, 4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)butyl, etc.; R4 = Ph, furan-2-yl, pyridin-3-yl, etc.). However, bond-forming processes involving the allenyl radical intermediate are mostly limited to those promoted by transition metals. In this report, a ketyl radical generated from single-electron oxidation of the Breslow intermediate, which is an excellent coupling partner of allenyl radicals is described. An organocatalytic 1,4-alkylacylation of 1,3-enynes RCH=C(R2)CCR3 occurred smoothly in the presence of an aldehyde R4CHO, a radical precursor, and an N-heterocyclic carbene catalyst. This transformation showed remarkable tolerance to both aromatic and aliphatic aldehydes, enyne substitution, and diversified radical precursors.

Organic Letters published new progress about Acylation. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Computed Properties of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Trobe, Melanie; Vareka, Martin; Schreiner, Till; Dobrounig, Patrick; Doler, Carina; Holzinger, Ella B.; Steinegger, Andreas; Breinbauer, Rolf published the artcile< A Modular synthesis of teraryl-based α-helix mimetics, part 3: Iodophenyltriflate core fragments featuring side chains of proteinogenic amino acids>, Recommanded Product: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is peptidomimetic helix teraryl amino acid synthesis protein interaction inhibitor; Suzuki Miyaura coupling Wittig reaction iodo salicylic aldehyde amination; Inhibitors; Peptide mimetics; Protein–protein interactions; Suzuki coupling; Triflate.

Teraryl-based α-helix mimetics have proven to be useful compounds for the inhibition of protein-protein interactions (PPI). We have developed a modular and flexible approach for the synthesis of teraryl-based α-helix mimetics using a benzene core unit featuring two leaving groups of differentiated reactivity in the Pd-catalyzed cross-coupling used for teraryl assembly. In previous publications we have introduced the methodol. of 4-iodophenyltriflates decorated with the side chains of some of the proteinogenic amino acids. We herein report the core fragments corresponding to the previously missing amino acids Arg, Asn, Asp, Met, Trp and Tyr. Therefore, our set now encompasses all relevant amino acid analogs with the exception of His. In order to be compatible with the triflate moiety, some of the nucleophilic side chains had to be provided in a protected form to serve as stable building blocks. Addnl., cross-coupling procedures for the assembly of teraryls were investigated.

European Journal of Organic Chemistry published new progress about Amination. 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Recommanded Product: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Amu; Liu, Ya-Zhou; Shen, Zhongke; Qiao, Zeen; Ma, Xiaofeng published the artcile< Regioselective Synthesis of Pyrazolo[1,5-a]pyridine via TEMPO-Mediated [3 + 2] Annulation-Aromatization of N-Aminopyridines and α,β-Unsaturated Compounds>, Safety of 3-(Trifluoromethyl)pyridine, the main research area is pyridiniumamine trimethylbenzenesulfonate alkene TEMPO catalyst regioselective annulation aromatization; pyrazolopyridine preparation.

A TEMPO-mediated [3 + 2] annulation-aromatization protocol for the preparation of pyrazolo[1,5-a]pyridines from N-aminopyridines and α,β-unsaturated compounds were developed. The procedure offered multisubstituted pyrazolo[1,5-a]pyridines in good to excellent yield with high and predictable regioselectivity. The modification of marketed drugs including Loratadine, Abiraterone and Metochalcone, a one-pot three-step gram scale synthesis of key intermediate for the preparation of Selpercatinib were demonstrated. Mechanism studies showed that TEMPO served both as a Lewis acid and as an oxidant.

Organic Letters published new progress about [3+2] Cycloaddition reaction (regioselective). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Safety of 3-(Trifluoromethyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zheng, Ke; Iqbal, Sarah; Hernandez, Pamela; Park, HaJeung; LoGrasso, Philip V.; Feng, Yangbo published the artcile< Correction to Design and Synthesis of Highly Potent and Isoform Selective JNK3 Inhibitors: SAR Studies on Aminopyrazole Derivatives [Erratum to document cited in CA162:029776]>, Product Details of C7H10N2, the main research area is aminopyrazole JNK3 enzyme inhibitor preparation structure neurodegeneration erratum.

On page S4, Section 2.1, Line 1 of the supporting Inforamtion is incorrect; The correct information is given.

Journal of Medicinal Chemistry published new progress about Drug metabolism. 56622-54-9 belongs to class pyridine-derivatives, and the molecular formula is C7H10N2, Product Details of C7H10N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Constable, Edwin C.; Housecroft, Catherine E. published the artcile< The early years of 2,2'-bipyridine-a ligand in its own lifetime>, Electric Literature of 366-18-7, the main research area is 2,2’-bipyridine; coordination chemistry; history; supramolecular chemistry; synthesis.

The first fifty years of the chem. of 2,2′-bipyridine are reviewed from its first discovery in 1888 to the outbreak of the second global conflict in 1939. The coordination chem. and anal. applications are described and placed in the context of the increasingly sophisticated methods of characterization which became available to the chemist in this time period. Many of the “”simple”” complexes of 2,2′-bipyridine reported in the early literature have been subsequently shown to have more complex structures.

Molecules published new progress about 366-18-7. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Electric Literature of 366-18-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hikawa, Hidemasa; Nakayama, Taku; Nakamura, Shunki; Kikkawa, Shoko; Azumaya, Isao published the artcile< Dehydrative amination of benzhydrols with electron-withdrawing group-substituted 2-aminopyridines utilizing Au(III)/TPPMS catalyst system in water>, Synthetic Route of 22280-62-2, the main research area is benzyl aminopyridine preparation; benzhydrol aminopyridine dehydrative amination gold sodium diphenylphosphinobenzene sulfonate water.

Authors report a method for gold(III)/sodium diphenylphosphinobenzene-3-sulfonate (TPPMS)-catalyzed direct amination of benzhydrols using 2-aminopyridines with poor nucleophilic character in water. Various functional groups such as electron-withdrawing nitro, cyano and halogen groups were tolerated well to form the desired N-benzylated 2-aminopyridine compounds On the basis of mechanistic studies including kinetic profiles, Hammett study and isotope effects, authors propose a pathway in which a Lewis acidic gold cation species activates the sp3 C-O bond of the alc. in the rate-determining step.

Organic & Biomolecular Chemistry published new progress about Amination (dehydrative). 22280-62-2 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Synthetic Route of 22280-62-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zayed, Naiera; Boon, Nico; Bernaerts, Kristel; Chatzigiannidou, Ioanna; Van Holm, Wannes; Verspecht, Tim; Teughels, Wim published the artcile< Differences in chlorhexidine mouthrinses formulations influence the quantitative and qualitative changes in in-vitro oral biofilms>, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride, the main research area is antimicrobial chlorhexidine mouthrinse oral biofilm; antimicrobials; chlorhexidine; mouthrinses; oral biofilms.

Chlorhexidine mouthrinses are marketed in different formulations. This study aimed at investigating qual. and quant. changes in in-vitro multispecies oral biofilms, induced by different chlorhexidine-containing mouthrinses. Earlier studies comparing chlorhexidine mouthrinses are either clin. studies or in-vitro studies assessing the antimicrobial efficacy of the mouthrinses. However, no clear investigations are available regarding ecol. impact of different chlorhexidine formulations on in-vitro multispecies oral biofilms after rinsing with different chlorhexidine formulations. Nine com. available chlorhexidine mouthrinses were selected. Multispecies oral communities (14 species) were grown for 48 h in a Biostat-B Twin bioreactor. After that, they were used to develop biofilms on the surface of hydroxyapatite disks in 24-well pates for 48 h. Biofilms were then rinsed once or multiple times with the corresponding mouthrinse. Biofilms were collected before starting the rinsing experiment and every 24 h for 3 days and vitality quant. PCR was performed. The experiment was repeated 3 independent times on 3 different days and the results were analyzed using a linear mixed model. The mouthrinses provoked different effects in terms of change in total viable bacterial load (VBL), ecol., and community structure of the multispecies biofilms. There was no relation between chlorhexidine concentrations, presence, or absence of cetylpyridinium chloride and/or alc., and the observed effects. Some tested chlorhexidine mouthrinses (MC, HG, HH, and HI) strongly lowered the total VBL (≈1007 Geq/mL), but disrupted biofilm symbiosis (≥40% of the biofilms communities are pathobionts). On the other hand, other tested chlorhexidine mouthrinses (MD, ME, and HF) had limited impact on total VBL (≥ 1010 Geq/mL), but improved the biofilm ecol. and community structure (≤ 10% of the biofilms communities are pathobionts). Not all chlorhexidine mouthrinses have the same effect on oral biofilms. Their effect seems to be strongly product dependent and vary according to their compositions and formulations.

Journal of Periodontal Research published new progress about Antimicrobial agents. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Guanglong; Xiao, Keya; Shi, Man; Shuai, Jing; Xu, Zhiping; Li, Zhong; Cheng, Jiagao published the artcile< Study on 4-Oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-d]pyrimidine Derivatives: Design, Synthesis, Insecticidal Assay and Binding Mode Studies>, HPLC of Formula: 3731-53-1, the main research area is oxotetrahydro pyrazolopyrimidine preparation insecticide docking SAR; GABA receptor; fipronil; insecticidal activity; phenylpyrazole; scaffold hopping.

A series of 4-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-d]pyrimidine derivatives were designed and synthesized based on the fipronil low energy conformation by scaffold hopping strategy. Physicochem. properties calculation, insecticidal assay and binding mode studies were also performed. It was found that the target compounds displayed lower insecticidal activities than fipronil. The differences in binding modes between these compounds and fipronil may be the major reason for reduced insecticidal activities.

Chemistry & Biodiversity published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, HPLC of Formula: 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sasiadek, Wojciech; Bryndal, Iwona; Lis, Tadeusz; Wandas, Maria; Hanuza, Jerzy published the artcile< Synthesis and physicochemical properties of the methyl-nitro-pyridine-disulfide: X-ray, NMR, electron absorption and emission, IR and Raman studies and quantum chemical calculations>, Computed Properties of 19346-45-3, the main research area is methyl nitro pyridine disulfide preparation crystal structure IR NMR.

The methyl-nitro-pyridine-disulfide derivative [2,2′-disulfanodiylbis(6-metyl-3-nitropyridine)] was synthesized and characterized by means of structural and spectroscopic measurements. On the basis of X-ray diffraction studies, it was found that the studied compound crystallizes in the centrosym. monoclinic space group P21/n (Z = 2). The disulfide C-S-S-C bridge links two identical fragments formed by pyridine rings substituted with Me and nitro groups. Such a structure was confirmed by 1H and 13C NMR studies as well as IR, Raman, UV-VIS and emission spectra. Quantum chem. DFT calculations were applied in the anal. of the obtained results. The vibrational characteristics were reported and dynamical properties of this moiety were discussed. A full set of the normal modes characteristic for the disulfide bridge was identified and assigned to the resp. IR and Raman bands. The results of structural and spectroscopic studies were used to find the dependence between the conformation of the Φ-S-S-Φ system and its optic properties. The exptl. electron and emission spectra were analyzed in terms of the calculated singlet and triplet states that allowed assigning the unique spectral pattern originating from the electrons of the C-S-S-C bridge system.

Journal of Molecular Structure published new progress about Aromatic compounds, disulfides Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 19346-45-3 belongs to class pyridine-derivatives, and the molecular formula is C6H5FN2O2, Computed Properties of 19346-45-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem